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The synthesis of a pyrrole-functionalized cyclobis(paraquat-p-phenylene) derivative and its corresponding [2]rotaxane and [2]catenane and their subsequent deposition onto an electrode surface |
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| Authors: | Graeme Cooke Lee M Daniels James F Garety Andrew Parkin Vincent M Rotello Patrice Woisel |
| Institution: | a WestCHEM, Department of Chemistry, Joseph Black Building, University of Glasgow, Glasgow, Scotland G12 8QQ, UK b Rigaku, 9009 New Trails Drive, The Woodlands, TX 77381, USA c Laboratoire de Synthèse Organique et Environnement, Université du Littoral Côte d‘ Opale, Dunkerque 59140, France d Department of Chemistry, University of Massachusetts at Amherst, Amherst, MA 01002, USA e Laboratoire de Chimie Organique et Macromoléculaire UMR-CNRS 8009, Université des Sciences et Technologies de Lille, Villeneuve d'Ascq 59655, France |
| Abstract: | We report the convenient synthesis of a pyrrole-functionalized tetracationic cyclophane, 2]rotaxane, and 2]catenane. X-ray crystallography has confirmed the interlocked structure of the catenane. We have investigated the solution properties of these systems using solution electrochemistry, NMR, and UV-vis spectroscopy. We have also demonstrated that it is possible to immobilize these systems onto a platinum working electrode surface. We have shown that films of the cyclophane have the ability to undergo complexation with a dialkyloxynaphthalene derivative. |
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